Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59371376 | HCID 59371376 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68612216 | HCID 68612216 | — |
Reaction Steps
To a solution of 3-[1-[5-[(2(S)-pyrrolidinyl)methoxy]-3-pyridyl]-3(S)-pyrrolidinyl]-1-propanol (200 mg, 0.66 mmol) in methanol (0.5 mL) was added 2N hydrochloric acid (1.1 mL, 3.3 equiv.) under N2. The reaction mixture was stirred for 4 h at room temperature. After evaporation in vacuo, the residue was diluted with water (12 mL) and lyophilized. The lyophilization process was repeated three times to obtain the hydrochloride (210 mg) as a light-yellow solid. 1H NMR (D2O, 300 MHz) δ 7.57 (s, 1H), 7.54 (s, 1H), 6.95 (s, 1H), 4.51 (d, 1H, J=10.5 Hz), 4.24 (t, 1H, J=9.0 Hz), 4.07-4.05 (m, 1H), 3.57-3.26 (m, 7H), 2.93 (t, 1H, J=9.0 Hz, 1H), 2.33-1.99 (m, 5H), 1.98-1.84 (m, 1H), 1.69-1.55 (m, 5H). LC-MS (ESI) m/z 306 (M+H+). Anal. Calcd. for C17H27N3O2.5.2HCl: C, 41.25; H, 6.56; N, 8.49. Found: C, 41.35; H, 6.64; N, 8.34.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08445684B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-2581ba016fb7473cb58afd4544e6cb4f |
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| Source note | uspto-grants-2013_05 |
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